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Decanedioic acid,1-methyl ester

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Name

Decanedioic acid,1-methyl ester

EINECS 212-458-0
CAS No. 818-88-2 Density 1.024 g/cm3
PSA 63.60000 LogP 2.36480
Solubility N/A Melting Point 41-44 °C(lit.)
Formula C11H20O4 Boiling Point 336 °C at 760 mmHg
Molecular Weight 216.277 Flash Point 119 °C
Transport Information N/A Appearance White crystalline solid
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 818-88-2 (SEBACIC ACID MONOMETHYL ESTER) Hazard Symbols N/A
Synonyms

Decanedioicacid, monomethyl ester (9CI);Sebacic acid, methyl ester (6CI,7CI);Sebacicacid, monomethyl ester (8CI);9-(Carbomethoxy)nonanoic acid;9-(Methoxycarbonyl)nonanoic acid;Decanedioic acid methyl hydrogen ester;Methyl 9-carboxynonanoate;Methyl hydrogen sebacate;Monomethyl decanedioate;Monomethyl sebacate;

Article Data 49

Decanedioic acid,1-methyl ester Synthetic route

67-56-1

methanol

111-20-6

1,10-decanedioic acid

818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With sulfonated poly-divinylbenzene-co-triallylamine at 24.84℃; for 12h;97%
With hydrogenchloride at 170℃; for 12h;38%
With sulfuric acid at 75 - 80℃;
106-79-6

dimethyl sebacate

818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With sodium hydroxide; phosphate buffer for 3h; Ambient temperature; pig liver esterase;93%
With potassium hydroxide In methanol; diethyl ether; acetonitrile at 0℃; for 54h;85%
With barium dihydroxide In methanol for 17h;58%
111-81-9

Methyl 10-undecenoate

818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With potassium permanganate; silica gel In benzene85%
Stage #1: Methyl 10-undecenoate With ozone In tetrahydrofuran at 0℃;
Stage #2: With semicarbazide hydrochloride In tetrahydrofuran at 0 - 20℃; Solvent; Inert atmosphere;
84%

Decanedioic acid methyl ester 2,2,2-trichloro-ethyl ester

818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With tellurium; sodium tetrahydroborate In N,N-dimethyl-formamide Ambient temperature;82%
111-81-9

Methyl 10-undecenoate

A

818-88-2

sebacic acid mono methyl ester

B

methyl 10-(hydroxyimino)decanoate

Conditions
ConditionsYield
Stage #1: Methyl 10-undecenoate With ozone In tetrahydrofuran at 0℃;
Stage #2: With hydroxylamine hydrochloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
A 82%
B 12%
111-20-6

1,10-decanedioic acid

623-42-7

butanoic acid methyl ester

818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With DOWEX 50W-X2 In Petroleum ether for 4h; Heating;58%
111-81-9

Methyl 10-undecenoate

A

14811-73-5

10-oxo-decanoic acid methyl ester

B

24724-06-9

methyl 10,11-dihydroxyundecanoate

C

818-88-2

sebacic acid mono methyl ester

D

56078-11-6

Methyl-10-keto-11-hydroxyundecanoat

Conditions
ConditionsYield
With ruthenium trichloride; Oxone; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 1.1h; Product distribution; Further Variations:; Solvents; Reagents;A 12%
B 44%
C 7%
D 21%
111-81-9

Methyl 10-undecenoate

67-63-0

isopropyl alcohol

A

53663-26-6

9-cyanononanoic acid methyl ester

B

818-88-2

sebacic acid mono methyl ester

C

methyl isopropyl sebacate

Conditions
ConditionsYield
Stage #1: Methyl 10-undecenoate; isopropyl alcohol With ozone at 0℃;
Stage #2: With hydroxylamine hydrochloride at 0 - 20℃; Inert atmosphere;
A 30%
B 40%
C 20%
111-81-9

Methyl 10-undecenoate

A

53663-26-6

9-cyanononanoic acid methyl ester

B

818-88-2

sebacic acid mono methyl ester

C

methyl 10-(hydroxyimino)decanoate

Conditions
ConditionsYield
Stage #1: Methyl 10-undecenoate With ozone; acetic acid In dichloromethane at 0℃;
Stage #2: With hydroxylamine hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere;
A 13%
B 18%
C 16%
67-56-1

methanol

111-20-6

1,10-decanedioic acid

A

818-88-2

sebacic acid mono methyl ester

B

106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With sulfuric acid
With hydrogenchloride
With naphthalene-2-sulfonate

Decanedioic acid,1-methyl ester Specification

The Decanedioic acid,1-methyl ester, with the CAS registry number 818-88-2 and EINECS registry number 212-458-0, has the systematic name of 10-ethoxy-10-oxodecanoic acid. It belongs to the product category of Miscellaneous. And the molecular formula of the chemical is C11H20O4. What's more, while dealing with this chemical, you should not breathe dust and then try to avoid contacting with skin and eyes.

The characteristics of Decanedioic acid,1-methyl ester are as followings: (1)ACD/LogP: 2.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.06; (4)ACD/LogD (pH 7.4): 0.26; (5)ACD/BCF (pH 5.5): 13.88; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 135.68; (8)ACD/KOC (pH 7.4): 2.18; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 11; (12)Polar Surface Area: 52.6 Å2; (13)Index of Refraction: 1.455; (14)Molar Refractivity: 60.98 cm3; (15)Molar Volume: 224.7 cm3; (16)Polarizability: 24.17×10-24cm3; (17)Surface Tension: 37.4 dyne/cm; (18)Density: 1.024 g/cm3; (19)Flash Point: 119 °C; (20)Enthalpy of Vaporization: 63.65 kJ/mol; (21)Boiling Point: 336 °C at 760 mmHg; (22)Vapour Pressure: 2.17E-05 mmHg at 25°C. 

Uses of Decanedioic acid,1-methyl ester: It can be used to produce 9-chlorocarbonyl-nonanoic acid methyl ester. This reaction will need reagent oxalyl chloride. The reaction time is 3 hours with heating, and the yield is about 94%.   

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(O)CCCCCCCCC(=O)OCC
(2)InChI: InChI=1/C12H22O4/c1-2-16-12(15)10-8-6-4-3-5-7-9-11(13)14/h2-10H2,1H3,(H,13,14)
(3)InChIKey: DLZCDMPHHUODDO-UHFFFAOYAY

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